Villas in Portland

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Villas in Portland

Reggae Legends Estate

2.5 star property
9.6 out of 10, Exceptional, (5)
"Getting up on the hill was definitely a new experience but the place , view and employees were amazing. Owner himself made sure we had everything we needed , accommodated when needed even suggested places we should visit. Loved the experience and view was breath taking "
The price is AED 1,098
AED 1,267 total
includes taxes & fees
6 Oct - 7 Oct
Reggae Legends Estate

Tapioca Village Retreat

3.0 star property
6.0 out of 10, (2)
"Was so turned off by the cockroaches and the pool extremely dirty that I couldn’t eat the breakfast provided. Place is not yet finished. Bad experience "
The price is AED 294
AED 342 total
includes taxes & fees
6 Oct - 7 Oct
Tapioca Village Retreat

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

9.0 out of 10, Wonderful, (21)
"The house is absolutely gorgeous. The pool is amazing. The owner is very prompt in responding to messages. Kelly was so fantastic! Always had a smile on her face and willing to help with anything. Chief K cooked us so many local favorite dishes !! Can’t even pick a favorite for every dish was spectacular. We even caught a tuna and he fried it up for us !! We had the best time!! And the fresh mangos were amazing "
The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

Casa Victoria Golf Retreat

4.0 star property
9.0 out of 10, Wonderful, (81)
"Our stay was very comfortable and relaxing,we didn't stay in but it had all the nesscessary things that we were looking for. I would recommend it to anyone who are travelling with their family to stay there.lovely place,!!"
Casa Victoria Golf Retreat

Heaven Villa - We are not on the water, we are above!

9.4 out of 10, Exceptional, (12)
"The villa itself is very nice and comfortable. Felt like a home away from home. The views are spectacular! The property manager Marjorie was such a pleasure, she made us feel so welcome and at home. She saw to our every need. Brenda our chef was good, anything we wanted she served and even accommodated special diets. We will definitely go to Heaven Villa again!"
Heaven Villa - We are not on the water, we are above!

The Country Club Villa I

3.5 star property
9.0 out of 10, Wonderful, (10)
"The management team was awesome, the AC didn’t work in the main room on the first night but Ms Vicki made sure that I didn’t go a second night without it."
The price is AED 512
AED 930 total
includes taxes & fees
6 Oct - 7 Oct
The Country Club Villa I

Gather,relax, and indulge at Chateau, in your stunning private villa sleeps 12

8.4 out of 10, Very Good, (8)
Gather,relax, and indulge at Chateau, in your stunning private villa sleeps 12

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

9.0 out of 10, Wonderful, (10)
"Well located in Port Antonio Denny,Keith and Karen went over and beyond to make our stay memorable. My grand kids loved them! Please consider putting a dishwasher in the kitchen as that will be of great help !"
The price is AED 3,214
AED 3,625 total
includes taxes & fees
6 Oct - 7 Oct
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

A place in paradise - family villa on a peninsula directly by the sea

10.0 out of 10, Exceptional, (53)
"This is a truly lovely place and couldn’t recommend it more. Hope I can come back some time soon. "
A place in paradise - family villa on a peninsula directly by the sea

The Anton Villas

The Anton Villas

2 Villas in Jamaica-22 guests-Fully staffed

2.0 star property
10.0 out of 10, Exceptional, (1)
"Really appreciated the kindness of the staff and great cooking! Chef Keamary was great at making what we wanted and surprising us with delicious Jamaican cooking. Housekeepers Cavisha and Simone were unobtrusive and got everything tidy. Spacious rooms and nice bathrooms, too. "
2 Villas in Jamaica-22 guests-Fully staffed

Horse Shoe Villa Port Antonio air conditioned close to it all family friendly

The price is AED 367
AED 496 total
includes taxes & fees
10 Oct - 11 Oct
Horse Shoe Villa Port Antonio air conditioned close to it all family friendly

One Bedroom Sea View Villa, Frenchman's Cove Resort

The price is AED 795
AED 1,028 total
includes taxes & fees
6 Oct - 7 Oct
One Bedroom Sea View Villa, Frenchman's Cove Resort

The Hellshire Beach House

3.0 star property
2.0 out of 10, (1)
"Although the place was new, it was very far from Kingston or any fun place. Supermarket was far and no taxi or bus close by to get around. Only 1 ac unit in whole apartment. Not worth the money or your time."
The price is AED 474
AED 885 total
includes taxes & fees
6 Oct - 7 Oct
The Hellshire Beach House

Views from every angle - 2nd floor cozy villa

The price is AED 423
AED 570 total
includes taxes & fees
6 Oct - 7 Oct
Views from every angle - 2nd floor cozy villa

The Oasis Golf Retreat

3.0 star property
7.0 out of 10, Good, (6)
The Oasis Golf Retreat

Timeless - Lovely beach cottage. Private pool, ocean view, beach access. R &R !

10.0 out of 10, Exceptional, (2)
"Timeless was a wonderful gem of a home base for our time there. Kerry Ann was very helpful and kind. We enjoyed the private pool and our time in the sun. "
Timeless - Lovely beach cottage. Private pool, ocean view, beach access. R &R !

Kai's Place @ Tim Pappies 3rd Floor luxury villa

10.0 out of 10, Exceptional, (1)
"Totally recommend to stay at this accomodation!!!! The place was spectacular, looked exactly as the images provided!!! It is explained truthfully from the information provided.The ambiance of the place is so peaceful and relaxing!!! Double thumbs up to the hosts for being fantastic and welcoming!!!!"
The price is AED 307
AED 454 total
includes taxes & fees
6 Oct - 7 Oct
Kai's Place @ Tim Pappies 3rd Floor luxury villa

Suncress Villa

6.0 out of 10, (1)
"The property manager was polite and courteous.This property was not in readiness for full occupancy.Some inside walls need ed cleaning and painting;door frame crooked and unable to close leaving spaces for outside critters to gain entry.Aircondition was turnedoff on a daily basis once we leave the house so we return to ahot house each night, at least two evenings We were out of water. The only communal area for a family or group was outside and was lacking a fan and light.The pool did not...
The price is AED 2,938
AED 3,647 total
includes taxes & fees
6 Oct - 7 Oct
Suncress Villa

Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa

9.0 out of 10, Wonderful, (13)
"What a wonderful place! The people, the view, the food, all of it! You will not be disappointed!"
The price is AED 1,579
AED 2,108 total
includes taxes & fees
6 Oct - 7 Oct
Affordable Way to Wake Up to a Magical Sunrise from our Beach Front Villa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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